Highly selective synthesis of (E)-N-aryl-N-(1-propenyl) ethanamides via isomerization of N-allyl ethanamides catalyzed by ruthenium complexes

The role of the functional group in double bond migration in allylic systems catalysed by ruthenium hydride complexes

“…allyl-(o-bromophenyl) ether)-Scheme 3 and Table 2. Isomerisation of N-allylamines, allyl sulphone, phosphine oxide and N-allylamides was catalysed by [RuClH(CO)(PPh 3 ) 3 ] [40,41,60], whereas isomerisation of the ether was performed in the presence of a catalytic system generated in situ from a precursor, i.e. {[RuCl 2 (1,5-COD)] x }and tris(2,4,6-trimethoxyphenyl)phosphine [49].…”

“…enabling Q-allyl isomerisation to Q-(1-propenyl), and also the Q groups (and conditions) enabling transformations other than double bond migration, together with causes of all these effects. We carried out the analysis, basing mainly on the results published earlier [21,[34][35][36][37][38][39][40][41][42][43][44][45][46][47][48][49][50].…”

Isomerization of alkyl allyl and allyl silyl ethers catalyzed by ruthenium complexes

“…Ruthenium hydride complexes belong to the most active catalysts in these reactions, what we have also shown by catalytic isomerization of allyl aryl ethers [10][11][12]. Moreover, application of ruthenium complexes is one of the most convenient and universal methods of synthesis 1-propenyl systems [13][14][15]. Source allyl ethers are commercially available or easy to synthesize.…”

Synthesis of 3‐methyl‐N‐substituted‐1H‐indole

“…In 1997, Sansano [10] used organic boron complex, under palladium(0)-catalyzed generation to 1,3-substituted indole, it belongs to Suzuki reaction. In 1991, the palladium-catalyzed reaction between o-iodoaniline derivatives and internal alkyne for the preparation of 2,3-disubstituted indoles is referred to as the Larock heteroannulation [11] is an extremely attractive method for the formation of complex indoles in a single operation. One of the major limitations of the Larock heteroannulation is that the reaction fails to give indole products in useful synthetic yields when 2-bromo-or 2-chloroaniline is employed but requires the use of iodoanilines that are often not commercially available.…”